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Berkshires, MA Homes for Sale

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  • /60

    $375,000

    • 7 Beds
    • 3 Baths
    • 2,928 Sq Ft

    17 Chamberlain Ave Unit 21, Dalton, MA 01226

    Unique opportunity to own a remodeled 3 FAMILY located in downtown Dalton & ready for owner occupancy and/or tenants! This home offers beautifully remodeled units are ready for leasing. Each unit features updated vinyl plank flooring and refinished hardwood floors. All surfaces have been freshly painted, quartz countertops, and new electric ranges have been installed. Whether you are an investor

    Marc Bellora LAMACCHIA REALTY, INC

    17 Chamberlain Ave Unit 21, Dalton, MA 01226
  • /30

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft

    60 S River Rd Unit 4, Charlemont, MA 01339

    Slopeside Condo at Berkshire East Mountain Resort! Sited in the heart of 4 season recreation, you can ski in/ski out in winter, or bike in/bike out. Paddle or fish? The Deerfield River is just across the road. Love to hike? Several state forests are nearby. This unit has been used only by the owner (not rented) and is fully remodeled for a sleek contemporary look, with all furnishings to

    Carol Bolduc Coldwell Banker Community REALTORS®

    60 S River Rd Unit 4, Charlemont, MA 01339
  • /61

    $1,595,000

    • 5 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    82 West Ave, Great Barrington, MA 01230

    Classic turn-of-the-century Berkshire residence on the Hill. Rich w/ history & ready for new memories, this home is a rare gem in an ideal location. Lovingly maintained by the same family for over 60 yrs. Nestled on 1.6 acres, this 4,000 SF residence offers 5 BRs, 3.5 BAs & an abundance of historic charm. Original wood floors, high ceilings & period details fill the home, while the grand

    Claire Pollart LANCE VERMEULEN RE, INC

    82 West Ave, Great Barrington, MA 01230
  • /72

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 3,043 Sq Ft

    593 Lakeway Dr, Pittsfield, MA 01201

    A unique opportunity to have almost 100' of shoreline as well as the convenience of a built-in swimming pool. Take in the picturesque view of the lake from almost any room in this home. The moment you walk into this home it invites you to enjoy the lake and mountain views. The inviting open concept layout seamlessly connects the kitchen, living and dining areas. A large kitchen with center

    Janet Benoit MOCKINGBIRD REAL ESTATE

    593 Lakeway Dr, Pittsfield, MA 01201
  • /13

    $850,000

    • Land
    • 23 Acres
    • $37,379 per Acre

    0 Lake Buel Rd, Great Barrington, MA 01230

    Residential development opportunity! This expansive parcel offers potential for 17 building sites, ideally located just minutes from downtown Great Barrington and Butternut Ski Area. The property abuts the iconic Appalachian Trail, offering tranquil access to nature and recreation. Build a cul-de-sac community where residents can experience the best of the Berkshires--hiking, skiing, and vibrant

    Tony Segalla LANCE VERMEULEN RE, INC

    0 Lake Buel Rd, Great Barrington, MA 01230
  • /19

    $194,400

    • 3 Beds
    • 1.5 Baths
    • 1,704 Sq Ft

    156 Ashfield Rd, Buckland, MA 01338

    This house is a piece of history. If you have been looking for a house built in the 18 hundreds this one is for you. With a Large out building that is great for storage or a work shop.There is also a plot of land across the street that can be purchased with the house. Spring is here set up your appointment to see this country home.Additional avalible land parcels are MLS# 73342889 and MLS 73342895

    Paul Miele Pioneer Realty

    156 Ashfield Rd, Buckland, MA 01338
  • /64

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 3,764 Sq Ft

    120 Parkview Terrace, Lee, MA 01238

    Discover this well maintained custom built, stunning 4 bedroom, 3.5 bath colonial home in the Berkshires. This home boasts a spacious bonus room with cathedral ceiling and gas fireplace, primary bedroom suite featuring a whirlpool tub and California closets. Many amenities including central air conditioning, alarm system, finished basement, enjoy summer leisure living with private inground pool.

    Anthony Caropreso MACCARO REAL ESTATE

    120 Parkview Terrace, Lee, MA 01238
  • /61

    $289,900

    • 3 Beds
    • 1 Bath
    • 1,197 Sq Ft

    58 Franklin St, Pittsfield, MA 01201

    This charming Cape with craftsmen-esq details features three bedrooms, one bath, a large eat-in Kitchen, the open flow of a Sitting area, Living room and Den is great for entertaining! You can enjoy the views while you relax on your front porch, a two car garage with extra space for a workshop or storage. All this sitting on an open almost a half acre lot with plenty of space and sunlight for

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    58 Franklin St, Pittsfield, MA 01201
  • /36

    $389,500

    • 3 Beds
    • 1.5 Baths
    • 1,396 Sq Ft

    100 Autumn Dr, North Adams, MA 01247

    Renovated spit level home offering three bedrooms, 1.5 baths, refinished hardwood floors throughout. Many recent updates include new roof and gutters, new driveway, Kitchen with Samsung appliances, new ceramic tiled baths, new entry door, Anderson windows, all interior doors, and interior woodworkJust move in and enjoy in a great North Adams location.

    Michael Zeppieri NON-MEMBER / RECIPROCAL

    100 Autumn Dr, North Adams, MA 01247
  • /22

    $499,900

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    1828 E Otis Rd, Otis, MA 01253

    Turnkey income property, vacation retreat, or multi-generational haven! This beautifully updated 3-bed, 2-bath home with a fully equipped in-law apartment offers flexibility for rental income, extended family, or guest space. Proven short-term rental with projected gross income of $100K annually when both units are rented. Inside, enjoy vaulted ceilings, hardwood floors, new appliances, and a

    Meagan Albert Tier 1 Real Estate

    1828 E Otis Rd, Otis, MA 01253
  • /38

    $243,000 Open Sat 9:30AM - 11AM

    • 2 Beds
    • 1 Bath
    • 883 Sq Ft

    66 Orlando Ave, Pittsfield, MA 01201

    Small house with a lot to offer! This cozy single level ranch home has undergone many recent updates, including new roof, new siding, new sewer line, new HVAC mini split systems, and new hot water heater and exterior doors Kitchen features stainless steel appliances and laundry area with stacked washer dryer. Two bedrooms w/ good size closets. Outside is a powered shed in the partially fenced

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    66 Orlando Ave, Pittsfield, MA 01201
  • /8

    $49,000

    • Land
    • 7 Acres
    • $7,259 per Acre

    lot 13 Skyline Trail, Chester, MA 01011

    Wonderful level lot with perk test in hand. This flat lot has a survey and has been flagged. A wooded property with a year-round brook. The area has newer homes and is quite convenient to shopping and Berkshire attractions. If you're ready to build, then this lot is ready to go! 200 feet north of 698 Skyline trail

    James Adams Hilltown Real Estate by Adams Realty

    lot 13 Skyline Trail, Chester, MA 01011
  • /29

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 835 Sq Ft

    34 Church St Unit 2, Lenox, MA 01240

    Discover the perfect opportunity in the heart of downtown Lenox! This charming condo is an ideal choice for investors, second homeowners, or anyone seeking a convenient lifestyle. This unit boasts two bedrooms, one-and-a-half baths, an abundance of natural light, and an inviting gas fireplace, with beautiful wood floors. You will immediately have access to a variety of shops, cafes, and

    Jessica Rizzo Lamacchia Realty, Inc.

    34 Church St Unit 2, Lenox, MA 01240
  • /3

    $75,000

    • Land
    • 0.43 Acre
    • $173,215 per Acre

    0 Simonds Rd, Williamstown, MA 01267

    Discover an exceptional opportunity to construct your dream home in the charming town of Williamstown, situated on a level parcel of land equipped with public water, sewer, and electricity readily available at the road. This vibrant New England college town boasts outstanding educational institutions, a rich array of museums, diverse dining options, and convenient shopping options, offering a

    Gary Fuls Jr RE/MAX TRANSITIONS

    0 Simonds Rd, Williamstown, MA 01267
  • /3

    $85,000

    • Land
    • 73 Acres
    • $1,164 per Acre

    0 River Rd Unit 73340901, Monroe, MA 01350

    Natural beauty abounds in this sloping & densely wooded acreage, comprised of 73+/- acres that straddles Kingsley Hill Rd, with frontage on River Rd. in Monroe Bridge. Phelps Brook meanders along the edge of the property adjacent to Kingsley Hill Rd. Property is being sold ''AS IS.'' The Deerfield River for fishing and water sports is just across the way. Recreational, cultural, and dining

    Deb Trzcinski Steepleview Realty - Mass

    0 River Rd Unit 73340901, Monroe, MA 01350
  • /42

    $449,999 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 1,873 Sq Ft

    47 Old Chester Rd, Huntington, MA 01050

    Private Ranch Retreat w/ Scenic River Views & Modern Comforts. Discover the perfect blend of privacy,comfort & natural beauty in this stunning ranch home,built in 2012. Tucked away on nearly 8 acres w/ city water/sewer, this property offers direct access to trails,abundant wildlife & breathtaking views of the Westfield River,right from your front porch. Step inside to an airy open-concept layout

    Stacey Silvia Lock and Key Realty Inc.

    47 Old Chester Rd, Huntington, MA 01050
  • /4

    $320,000

    • 7 Beds
    • 3 Baths
    • 2,400 Sq Ft

    12 Arnold St Unit 16, Williamstown, MA 01267

    Introducing a premier investment in the historic Berkshires, a fully occupied multi-family, comprising three units: two (2-bed, 1-bath), and one (3-bed, 1-bath). Nestled in the prestigious town of Williamstown, Massachusetts, this prime location offers seamless access to New York City and Boston. Renowned for its rich cultural and academic scene, Williamstown is home to Williams College, the

    William Senne Senne

    12 Arnold St Unit 16, Williamstown, MA 01267
  • /6

    $820,000

    • 10 Beds
    • 5.5 Baths
    • 5,678 Sq Ft

    290 Cole Ave, Williamstown, MA 01267

    Introducing a premier investment in the historic Berkshires, a fully occupied multi-family, comprising six units: four (2-bed, 1-bath), one spacious (2-bed,1.5-bath), one commercial unit. Nestled in the prestigious town of Williamstown, Massachusetts, this prime location offers seamless access to New York City and Boston. Renowned for its rich cultural and academic scene, Williamstown is home to

    William Senne Senne

    290 Cole Ave, Williamstown, MA 01267
  • /5

    $350,000

    • 6 Beds
    • 3 Baths
    • 3,000 Sq Ft

    291 Cole Ave Unit 293, Williamstown, MA 01267

    Introducing a premier investment in the historic Berkshires, a multi-family comprised of three apartments (2-bed, 1-bath each). Nestled in the prestigious town of Williamstown, Massachusetts, this prime location offers seamless access to New York City and Boston. Renowned for its rich cultural and academic scene, Williamstown is home to Williams College, the Clark Art Institute, and the

    William Senne Senne

    291 Cole Ave Unit 293, Williamstown, MA 01267
  • /6

    $680,000

    • 9 Beds
    • 6 Baths
    • 3,880 Sq Ft

    295 Cole Ave, Williamstown, MA 01267

    Introducing a premier investment in the historic Berkshires, a fully occupied multi-family, comprising five units: four (2-bed, 1-bath), and one large studio. Nestled in the prestigious town of Williamstown, Massachusetts, this prime location offers seamless access to New York City and Boston. Renowned for its rich cultural and academic scene, Williamstown is home to Williams College, the Clark

    William Senne Senne

    295 Cole Ave, Williamstown, MA 01267
  • /16

    $399,500

    • Land
    • 0.53 Acre
    • $753,767 per Acre

    0 Leisure Ln, Otis, MA 01253

    Waterfront building lot on Benton Pond! Over a half acre lot that is lightly wooded and has a recent passing perc. This lot is located on a quiet dead end road. What a wonderful spot to enjoy lakefront living, peace and quiet, all in one place.

    Tanya Shepardson LAMACCHIA REALTY, INC

    0 Leisure Ln, Otis, MA 01253
  • /42

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    594 Shunpike Rd, Sheffield, MA 01257

    Beautifully renovated 2600 sq. ft. Gambrel-style home offering the perfect balance of privacy, comfort, and modern convenience. Step into a welcoming, open foyer that leads to an expansive living space with all-new features, including wood flooring, central air/heat, a full house generator, & updated plumbing/electrical systems. The heart of the home is a brand-new kitchen, complete with sleek

    Claire Pollart LANCE VERMEULEN RE, INC

    594 Shunpike Rd, Sheffield, MA 01257
  • /34

    $545,000

    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft

    20 Deer Run, Otis, MA 01253

    THE CHALET IN THE PINES. Contemporary Chalet in Otis Wood Lands with three bedrooms and two full bathrooms located on a quiet cul-de-sac. Living room with cathedral ceilings open to kitchen and dining area. First-floor primary bedroom. Lower-level with family room, bedroom, full bathroom, utility room. Second floor loft bedroom. Wonderful deck, and spacious screened-in porch with hot tub.

    Emily Piacquadio LANCE VERMEULEN RE, INC

    20 Deer Run, Otis, MA 01253
  • /6

    $85,000

    • Land
    • 73 Acres
    • $1,164 per Acre

    0 River Rd Unit 245648, Monroe, MA 01350

    Natural beauty abounds in this sloping & densely wooded acreage, comprised of 73+/- acres that straddles Kingsley Hill Rd, with frontage on River Rd. in Monroe Bridge. Phelps Brook meanders along the edge of the property adjacent to Kingsley Hill Rd. Property is being sold ''AS IS.''The Deerfield River for fishing and water sports is just across the way. Recreational, cultural, and dining

    Ruth Goyette STEEPLEVIEW REALTY - ADAMS BRANCH

    0 River Rd Unit 245648, Monroe, MA 01350
  • /42

    $650,000

    • 3 Beds
    • 3.5 Baths
    • 2,756 Sq Ft

    49 Burt Rd, Westhampton, MA 01027

    Beautifully maintained Cape-style home nestled in a peaceful country setting. A standout feature is the separate heated and insulated 2-car garage, with attached covered space for parking or additional storage, perfect for car enthusiasts or hobbyists, in addition to the attached 2 car garage.This pristine and well cared for home is ideal for entertaining with kitchen open to dining room and

    Robert Canon Canon Real Estate, Inc.

    49 Burt Rd, Westhampton, MA 01027
  • /33

    $117,900

    • 3 Beds
    • 2 Baths
    • 2,212 Sq Ft

    131 State St, North Adams, MA 01247

    Two family flat located just outside of downtown North Adams. Walking distance to MASS MoCA, restaurants, and many local shops. This duplex features two bedrooms and one bathroom in lower unit and one bedroom and one bathroom in upper unit. Separate electric, heating, and hot water systems. Roof, exterior painting, windows, electric service, wiring, and framing have recently been updated.

    Cory Evangelisto NOCHER REALTY

    131 State St, North Adams, MA 01247
  • /33

    $798,000

    • 3 Beds
    • 2.5 Baths
    • 3,082 Sq Ft

    86 Main St, Sheffield, MA 01257

    This gracious vintage home has been thoughtfully renovated and lovingly maintained by the current owners for over 20 years. High ceilings, wonderful light, spacious rooms, a ''walk to everything'' in town location, and residential/commercial zoning provide comfort and unlimited possibilities. A 1,000 sq. ft. outbuilding with water & electric service adds more potential. Beautiful period

    David Taylor ELYSE HARNEY REAL ESTATE

    86 Main St, Sheffield, MA 01257
  • /41

    $295,000

    • 3 Beds
    • 3 Baths
    • 3,250 Sq Ft

    1219 North St, Pittsfield, MA 01201

    Lots of space to spread out. Come check out this centrally located Enormous 3 bedroom 3 bath home in Pittsfield. Tons of potential to convert it into a two family home and/or use it for your business. The first foor has an open space concept with large kitchen / Dining Room and grand living room area. the second floor has a primary suite, 2 large bedrooms and a full bathroom. The third floor

    Jim Thurston LAMACCHIA REALTY, INC

    1219 North St, Pittsfield, MA 01201
  • /50

    $1,125,000

    • 9 Beds
    • 9 Baths
    • 5,690 Sq Ft

    465 Chapel St, Lee, MA 01238

    Prime Investment Opportunity - Fully Occupied 9-Unit Victorian on 2.5 Acres!This exceptional income-producing property features a beautifully maintained Victorian-style building with nine rental units--a mix of studios, four 1-bedroom units, and one spacious 2-bedroom apartment with open-concept kitchens. Situated on 2.5 acres, the property offers ample off-street parking for 15 cars, a

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    465 Chapel St, Lee, MA 01238
  • /12

    $224,900

    • Land
    • 4.00 Acres
    • $56,225 per Acre

    0 Cross Rd, West Stockbridge, MA 01266

    Spectacular 4+/- acre partial in a peaceful setting. This beautiful parcel is perfectly cleared and ready for your new home! Nestled in a tranquil area this property boasts the ideal combination of privacy and natural beauty. The land has a recent perk test and a survey. Come develop your dream home on this beautiful parcel that is next to a conservatory which means there will be no future

    Kimber Bradley Robin Delaney Real Estate

    0 Cross Rd, West Stockbridge, MA 01266
  • /49

    $1,999,000

    • 6 Beds
    • 6 Baths
    • 4,850 Sq Ft

    71 Blunt Rd, Great Barrington, MA 01230

    Artist Retreat / Family Compound! This very special property has a lot more to offer than anything on the market with three separate living/working spaces all thoughtfully designed for inspiration and comfort! Completely remodeled from top to bottom, the main house has three bedrooms, three bathrooms and featuring in-floor radiant heat under reclaimed ancient teak floors. There is a first floor

    Ryan Lane Gilcrest Properties

    71 Blunt Rd, Great Barrington, MA 01230
  • /49

    $1,999,000

    • 6 Beds
    • 6 Baths
    • 4,850 Sq Ft

    71 Blunt Rd, Egremont, MA 01230

    Artist Retreat / Family Compound! This very special property has a lot more to offer than anything on the market with three separate living/working spaces all thoughtfully designed for inspiration and comfort! Completely remodeled from top to bottom, the main house has three bedrooms, three bathrooms and featuring in-floor radiant heat under reclaimed ancient teak floors. There is a first floor

    Ryan Lane GILCREST PROPERTIES

    71 Blunt Rd, Egremont, MA 01230
  • /5

    $990,000

    • Land
    • 293 Acres
    • $3,379 per Acre

    132 Harwood Rd, Savoy, MA 01256

    Offered land that has been owned and enjoyed for 25 years. Discover the perfect escape in Berkshire County, MA with this 293-acre property. 1 mile north to south and 0.5 miles east to west. This land offers a serene, private retreat with 212 ft of road frontage on southern boundary and 1740 ft of road frontage on the northern boundary. Explore your wildlife refuge with deer, bear, turkey,

    Jason Saphire www.HomeZu.com

    132 Harwood Rd, Savoy, MA 01256
  • /20

    $1,229,000

    • 4 Beds
    • 4 Baths
    • 2,322 Sq Ft

    97 Brush Hill Rd, Great Barrington, MA 01230

    Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    97 Brush Hill Rd, Great Barrington, MA 01230
  • /16

    $495,000

    • 8 Beds
    • 6 Baths
    • 8,543 Sq Ft

    153 First St, Pittsfield, MA 01201

    Looking to add a well-performing asset that provides you with income from day one? This fully occupied six-family investment property offers investors immediate cash flow and upside potential... With just under a 10 cap rate, this property offers a strong return on investment with room to grow based on some under market rents! This property offers a range of studio to 3-bedroom units and Off

    Corey Bishop BISHOP WEST REAL ESTATE

    153 First St, Pittsfield, MA 01201
  • /36

    $610,000

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    304 Dalton Division Rd, Pittsfield, MA 01201

    Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The

    Patrick Cathro NON-MEMBER / RECIPROCAL

    304 Dalton Division Rd, Pittsfield, MA 01201
  • /63

    $589,900

    • 4 Beds
    • 4 Baths
    • 2,870 Sq Ft

    7 Whipoorwill Ln, Dalton, MA 01226

    Nestled in one of Dalton's most desired neighborhoods, this stunning reproduction of a 300-year-old bowed roof Cape seamlessly blends timeless charm with modern living. Set on a 0.64-acre lot, this home features a beautifully updated kitchen with ample storage, perfect for culinary enthusiasts, new engineered hardwood flooring throughout the first floor and Offering four bedrooms with the one

    Jessie Downer LAMACCHIA REALTY, INC

    7 Whipoorwill Ln, Dalton, MA 01226
  • /4

    $49,900

    • Land
    • 0.54 Acre
    • $91,560 per Acre

    0 Fern St, Pittsfield, MA 01201

    Discover an exceptional buildable lot on Fern St in Pittsfield, MA. The lot can actually be found off of ATWOOD AVE; but the address is considered Fern St. This .545-acre parcel boasts access to city water and sewer, with additional utilities such as gas and electrical believed to be available per owner information. Nestled in a private area, the property offers a tranquil setting while remaining

    Nathan Girard ROYAL PROPERTY GROUP

    0 Fern St, Pittsfield, MA 01201
  • /5

    $75,000

    • Land
    • 2.43 Acres
    • $30,864 per Acre

    14 South Rd, Peru, MA 01235

    Welcome to the opportunity of owning an almost 2.5 acres building lot, in Peru, MA awaiting for your dream home! This property offers a great value for a private building site for first time builder or seasoned land buyer. Members only association and option for lake access. Buyer to confirm all information with the town directly.

    HRA Realty Group Executive Real Estate - Feeding Hills

    14 South Rd, Peru, MA 01235
  • /42

    $999,000

    • 3 Beds
    • 3 Baths
    • 2,878 Sq Ft

    1166 Rannapo Rd, Sheffield, MA 01257

    It's no wonder this property is the home of Berkshire county's oldest elm tree! The abundant sunshine & quietude would make anybody want to set down roots. This light filled home has wood floors throughout the main level. Kitchen has granite counters, pantry & large island. As part of the open floor plan there is a dining room and living room that opens to an expansive deck. The great room

    Grace Golden Equine Homes Real Estate, LLC

    1166 Rannapo Rd, Sheffield, MA 01257

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